methyl 23-benzyloxy-3,3-ethylenedioxyurs-12-en-28-oate

Base Information

Chemical Name:methyl 23-benzyloxy-3,3-ethylenedioxyurs-12-en-28-oate
CAS No.:303174-77-8
Molecular Formula:C₄₀H₅₈O₅
Molecular Weight:618.898
Hs Code.:

Synonyms:methyl 23-benzyloxy-3,3-ethylenedioxyurs-12-en-28-oate

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Chemical Property of methyl 23-benzyloxy-3,3-ethylenedioxyurs-12-en-28-oate

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Technology Process of methyl 23-benzyloxy-3,3-ethylenedioxyurs-12-en-28-oate

There total 8 articles about methyl 23-benzyloxy-3,3-ethylenedioxyurs-12-en-28-oate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

: 100-39-0
benzyl bromide

: 303174-76-7
methyl 3,3-ethylenedioxy-23-hydroxyurs-12-en-28-oate

: 303174-77-8
methyl 23-benzyloxy-3,3-ethylenedioxyurs-12-en-28-oate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; potassium hydride; In tetrahydrofuran; for 28h; Heating;
DOI:10.1021/jo0008688

Reference yield:

: 77-52-1
ursolic acid

: 303174-77-8
methyl 23-benzyloxy-3,3-ethylenedioxyurs-12-en-28-oate

Guidance literature:: Multi-step reaction with 8 steps

1.1: diethyl ether; tetrahydrofuran

2.1: Jones / acetone

3.1: NH₂OH*HCl; NaOAc / methanol; CH₂Cl₂

4.1: Na₂PdCl₄; NaOAc / acetic acid / 72 h

4.2: DMAP; Et₃N / CH₂Cl₂ / 0.75 h / 20 °C

4.3: 1.92 g / Pb(OAc)4 / pyridine; tetrahydrofuran; acetic acid / 16 h / 20 °C

5.1: 98 percent / Na₂CO₃ / methanol / 16 h / 20 °C

6.1: 88 percent / 20percent HCl; NH₄OAc / TiCl₃ / H₂O; tetrahydrofuran / 4 h / 20 °C

7.1: 99 percent / PPTS; MS / benzene / 20 h / Heating

8.1: 94 percent / KH; n-Bu₄NI / tetrahydrofuran / 28 h / Heating

With sodium tetrachloropalladate(II); hydroxylamine hydrochloride; ammonium acetate; sodium acetate; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium carbonate; titanium(III) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetic acid; acetone; benzene; 1.1: Methylation / 2.1: Oxidation / 3.1: oximation / 4.1: complexation / 4.2: Acetylation / 4.3: Oxidation / 5.1: Deacetylation / 6.1: Oxidation / 7.1: Condensation / 8.1: Alkylation;
DOI:10.1021/jo0008688

Reference yield:

: 915-32-2,26532-60-5,32208-45-0,74984-68-2,94482-47-0,121468-30-2
methyl (3β)-3-hydroxyurs-12-en-28-oate

: 303174-77-8
methyl 23-benzyloxy-3,3-ethylenedioxyurs-12-en-28-oate

Guidance literature:: Multi-step reaction with 7 steps

1.1: Jones / acetone

2.1: NH₂OH*HCl; NaOAc / methanol; CH₂Cl₂

3.1: Na₂PdCl₄; NaOAc / acetic acid / 72 h

3.2: DMAP; Et₃N / CH₂Cl₂ / 0.75 h / 20 °C

3.3: 1.92 g / Pb(OAc)4 / pyridine; tetrahydrofuran; acetic acid / 16 h / 20 °C

4.1: 98 percent / Na₂CO₃ / methanol / 16 h / 20 °C

5.1: 88 percent / 20percent HCl; NH₄OAc / TiCl₃ / H₂O; tetrahydrofuran / 4 h / 20 °C

6.1: 99 percent / PPTS; MS / benzene / 20 h / Heating

7.1: 94 percent / KH; n-Bu₄NI / tetrahydrofuran / 28 h / Heating

With sodium tetrachloropalladate(II); hydroxylamine hydrochloride; ammonium acetate; sodium acetate; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium carbonate; titanium(III) chloride; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; acetone; benzene; 1.1: Oxidation / 2.1: oximation / 3.1: complexation / 3.2: Acetylation / 3.3: Oxidation / 4.1: Deacetylation / 5.1: Oxidation / 6.1: Condensation / 7.1: Alkylation;
DOI:10.1021/jo0008688